KR900015735A - 프로판아민 유도체 - Google Patents
프로판아민 유도체 Download PDFInfo
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- KR900015735A KR900015735A KR1019890005344A KR890005344A KR900015735A KR 900015735 A KR900015735 A KR 900015735A KR 1019890005344 A KR1019890005344 A KR 1019890005344A KR 890005344 A KR890005344 A KR 890005344A KR 900015735 A KR900015735 A KR 900015735A
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- Prior art keywords
- alkyl
- hydrogen
- formula
- phenyl
- compound
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- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical class CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 16
- 239000001257 hydrogen Substances 0.000 claims 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
- 150000001875 compounds Chemical class 0.000 claims 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 8
- 150000002431 hydrogen Chemical class 0.000 claims 8
- 125000001624 naphthyl group Chemical group 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 5
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 4
- 150000001412 amines Chemical class 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 125000004953 trihalomethyl group Chemical group 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 239000004305 biphenyl Chemical group 0.000 claims 2
- 235000010290 biphenyl Nutrition 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002576 ketones Chemical class 0.000 claims 2
- 125000002757 morpholinyl group Chemical group 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 150000003949 imides Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- -1 phenylbenzenepropanamine hydrochloride Chemical compound 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 238000006268 reductive amination reaction Methods 0.000 claims 1
- 230000002829 reductive effect Effects 0.000 claims 1
- 238000009938 salting Methods 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/45—Non condensed piperidines, e.g. piperocaine having oxo groups directly attached to the heterocyclic ring, e.g. cycloheximide
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- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
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- C07C217/60—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms linked by carbon chains having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
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- C07C323/12—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (9)
- 하기 일반식(I)의 화합물 또는 약제학적으로 허용되는 이의 염.상기 식에서, R1은 나프틸, C1-C4알콕시에 의해 치환된 나프틸,[여기서, R6은 수소, C1-C4알킬, 트리할로메틸, 페틸 또는 -NR10R11(여기서, R10및 R11은 서로 독립적으로 수소 또는 C1-C4알킬이다)이고 R7은 수소, C1-C4알킬, C3-C6사이클로알킬-(CH2)m-, R12-X-R13, -(C1-C4알킬) C≡N,(여기서, m은 0 내지 3의 정수이고, n은 1 내지 4의 정수이며, X는 -O- 또는 -S-이고, R12및 R13은 각각 C1-C4알킬이며, Q는 페닐 또는 C1-C4알킬이고, Z는 NR10R11(여기서, R10및 R11은 상기에서 정의한 바와 같다)이거나, Z는 C3-C6사이클로 알킬, 나프틸, 피리디닐, 이미다졸릴, 트리아졸릴, 페닐 또는 할로, 트리할로멜틸 또는 C1-C4알콕시로부터 선택된 1 또는 2개의 그룹에 의해 치환된 페닐이다)이며, R8은 C3-C6사이클로 알킬 -(CH2)m-이고, R9는 C1-C4알킬이다]이고, R2는 수소, C1-C4알킬, 페닐, 할로겐에 의해 치환된 페닐, 비페닐, 나프틸, 피리디닐,(여기서, R14, R15및 R16은 서로 독립적으로 수소 또는 C1-C4알콕시이고, R17은 C5-C8알콕시이다)이며, R9은 수소, C1-C8알킬 또는 C3-C6알킬, 트리할로 메틸에 의해 치환된 사이클로 헥실 또는 -(CH2)nR10R11[여기서, n, R10및 R11은 상기에서 정의한 바와 같거나, 추가로 R10및 R11은 인접한 질소원자와 함께 모르폴리닐 그룹을 형성한다] 이거나, R4및 R5는 인접한 질소원자와 함께 피롤리디닐, 이미다졸릴 또는 1 또는 2개의 C1-C4알킬 그룹에 의해 임의로 치환된 모르폴리닐 그룹이다.
- 하기 일반식(II)의 화합물 또는 약제학적으로 허용되는 이의 염.상기식에서, R1은 나프틸, C1-C4알콕시에 의해 치환된 나프틸,(여기서, R4는 수소, C1-C4알킬, 트리할로 메틸 또는 페닐이고, R5는 C1-C14알킬이다)이고, R2는 페닐, 할로겐에 의해 치환된 페닐, 비페닐, 나프틸, 피리디닐R6, R7및 R8은 서로 독립적으로 수소 또는 C1-C4알콕시이고, R9는 C5-C8알콕시이다)이며, R3은 수소, C1-C4알킬 또는 -(CH2)mNR10R11(여기서, R10및 R11은 서로 독립적으로 수소 또는 C1-C4알킬이고, M은 1,2 또는 3이다)이다.
- 제1항에 있어서, R1이[여기서, R7은 C1-C14알킬 또는 -(CH2)nZ(여기서, n은 1 내지 4의 정수이고, Z는 페닐이다)이다]이고, R2는 수소, 페닐 또는 나프틸이며, R3, R4및 R5는 서로 독립적으로 수소 또는 C1-C4알킬인 일반식(I)의 화합물 또는 약제학적으로 허용되는 이의 염.
- 제1항 또는 제3항에 있어서, R1에 대한 정의에서 R7이 C3-C10알킬이거나, R7이 -(CH2)nZ인 경우, n이 1 또는 2이고, R2는 수소 또는 페닐이며, R3, R4및 R5는 서로 독립적으로 수소 또는 C1-C4알킬인 일반식(I)의 화합물 또는 약제학적으로 허용되는 이의 염.
- 제1항, 제3항 또는 제4항에 있어서, R1에 대한 정의에서 R7이 C4-C7알킬인 일반식(I)의 화합물 또는 약제학적으로 허용되는 이의 염.
- 4-(헥실옥시)-β=페닐벤젠프로판아민 염산염.
- 활성 성분으로서 제1항 내지 제6항 중의 어느 한 항에서 청구한 일반식(I)의 화합물 또는 약제학적으로 허용되는 이의 염을 하나 이상의 약제학적으로 허용되는 담체와 함께 포함함을 특징으로 하는 약제학적 조성물.
- a) 일반식(IV)의 니트릴을 일반식(V)의 R4, R5-치환된 아민의 존재하에 환원시켜 R3이 수소인 일반식(I)의 화합물 제조하거나, b) 일반식(VI)의 R1, R3-치화된 케톤을 일반식(V)의 R4, R5-치환된 아민과 반응시켜 R2가 수소인 일반식(I)의 화합물을 제조하거나, (c) 일반식(VIII)의 케톤을 일반식(V)의 R4, R5-치환된 아민의 존재하에 환원성 아민화 반응시키고, d) 생성된 일반식(I)의 화합물을 임의로 염형성시키는 공정을 포함함을 특징으로 하여 제1항 내지 제6항중 어느 한 항에서 청구한 일반식(I)의 화합물 또는 약제학적으로 허용되는 이의 염을 제조하는 방법.상기 식에서, R1, R2, R3, R4및 R5는 제1항에서 정의한 바와 같다.
- 제8항에 따른 방법에 의해 생성된 일반식(I)의 화합물 또는 약제학적으로 허용되는 이의 염.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US18567588A | 1988-04-25 | 1988-04-25 | |
US185,675 | 1988-04-25 | ||
US07/313,571 US5135955A (en) | 1988-04-25 | 1989-02-22 | Propanamine derivatives |
US313.571 | 1989-02-22 |
Publications (1)
Publication Number | Publication Date |
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KR900015735A true KR900015735A (ko) | 1990-11-10 |
Family
ID=22681985
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019890005344A KR900015735A (ko) | 1988-04-25 | 1989-04-24 | 프로판아민 유도체 |
Country Status (3)
Country | Link |
---|---|
US (1) | US5135955A (ko) |
KR (1) | KR900015735A (ko) |
ZA (1) | ZA892803B (ko) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT1240427B (it) * | 1990-03-02 | 1993-12-15 | Ministero Dall Uni E Della Ric | Arilpropilammine ad azione antifungina |
CA2115183A1 (en) * | 1993-02-12 | 1994-08-13 | Takashi Nomoto | Substituted amic acid derivatives |
EP0721783B1 (en) * | 1994-06-07 | 2005-03-16 | Toray Industries, Inc. | Preventive and remedy for diseases caused by fibrinoid or thrombus formation in the lung |
DE4426245A1 (de) | 1994-07-23 | 1996-02-22 | Gruenenthal Gmbh | 1-Phenyl-3-dimethylamino-propanverbindungen mit pharmakologischer Wirkung |
WO2009023964A1 (en) * | 2007-08-20 | 2009-02-26 | Merck Frosst Canada Ltd. | Renin inhibitors |
MX354184B (es) | 2007-10-05 | 2018-02-16 | Acucela Inc | Compuestos alcoxi para el tratamiento de enfermedades. |
US10471027B2 (en) * | 2009-07-02 | 2019-11-12 | Acucela, Inc. | Pharmacology of visual cycle modulators |
CN104703598A (zh) | 2012-01-20 | 2015-06-10 | 奥克塞拉有限公司 | 用于疾病治疗的取代的杂环化合物 |
GB201322777D0 (en) * | 2013-12-20 | 2014-02-05 | Algipharma As | Use of alginate oligomers as blood anticoagulants |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2656747C2 (de) * | 1976-12-15 | 1984-07-05 | Basf Ag, 6700 Ludwigshafen | Morpholinderivate |
CA1120058A (en) * | 1978-07-03 | 1982-03-16 | Jack Mills | Phenethanolamines, formulations and potentiation of oncolytic drugs |
NZ197798A (en) * | 1978-07-03 | 1982-05-25 | Lilly Co Eli | 1-phenyl-3-aminobutane derivatives |
CA1145766A (en) * | 1978-07-03 | 1983-05-03 | Jack Mills | Optically active phenethanolamines and method for increasing cardiac contractility |
DK160936C (da) * | 1978-07-03 | 1991-10-21 | Lilly Co Eli | Analogifremgangsmaade til fremstilling af optisk aktive phenethanolaminer |
US4845127A (en) * | 1978-07-03 | 1989-07-04 | Eli Lilly And Company | Phenethanolamines, compositions containing the same and method for effecting weight control |
US4391826A (en) * | 1978-07-03 | 1983-07-05 | Eli Lilly And Company | Phenethanolamines, compositions containing the same, and method for effecting weight control |
DE3413897A1 (de) * | 1984-04-13 | 1985-10-17 | Bayer Ag, 5090 Leverkusen | (beta)-naphthylalkylamine |
US4876282A (en) * | 1987-11-25 | 1989-10-24 | Eli Lilly And Company | 1-Phenylalkylamines as selective serotonin uptake inhibitors |
US4996235A (en) * | 1987-11-25 | 1991-02-26 | Eli Lilly And Company | 3,4-diphenylbutanamines |
-
1989
- 1989-02-22 US US07/313,571 patent/US5135955A/en not_active Expired - Fee Related
- 1989-04-17 ZA ZA892803A patent/ZA892803B/xx unknown
- 1989-04-24 KR KR1019890005344A patent/KR900015735A/ko not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
ZA892803B (en) | 1990-12-28 |
US5135955A (en) | 1992-08-04 |
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